HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894648Generated: October 26, 2026
Dimethylformamide → 2-(3-Tert-butyl-phenoxy)-3-methyl-5-nitro-pyridine
https://huagongshe.com/reaction/1894648
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 3-(1,1-dimethylethyl)- | HCID 11450 | — |
| Reactant | 2-Chloro-3-methyl-5-nitropyridine | HCID 89648 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3-Tert-butyl-phenoxy)-3-methyl-5-nitro-pyridine | HCID 58153363 | 89.2% |
Reaction Steps
A 50 ml two-necked round-bottomed flask equipped with a magnetic bar, a thermometer and a reflux condenser is charged with DMF (50 ml), 3-tert-butyl-phenol (1.5 g), 2-chloro-3-methyl-5-nitro-pyridine (1.73 g) and potassium carbonate (2.76 g). The reaction mixture is heated at 60° C. for 2 hours. After cooling the mixture to room temperature it is then poured into water (200 ml). The mixture is then extracted with ethylacetate (2×40 ml). The combined organic layers are dried over sodium sulfate, filtered and the solvent is removed in vacuo. Purification of this crude material by flash chromatography over silica gel with hexane/ethyl acetate 4:1 (v:v) gives 2.55 g of the compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513286B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-fd105cae3de44c62b1f33902c9310d15 |
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| Source note | uspto-grants-2013_08 |
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